3-ethynylbenzenesulfonamide

Base Information

• Chemical Name: 3-ethynylbenzenesulfonamide
• CAS No.: 1310456-99-5
• Molecular Formula: C8H7NO2S
• Molecular Weight: 181.215
• Mol file: 1310456-99-5.mol

Synonyms:3-ethynylbenzenesulfonamide

Chemical Property of 3-ethynylbenzenesulfonamide

Chemical Property:

• Boiling Point: 367.4±44.0 °C(Predicted)
• PKA: 9.86±0.60(Predicted)
• PSA: 68.54000
• Density: 1.38±0.1 g/cm3(Predicted)
• LogP: 2.09640
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99% ^*data from raw suppliers

3-Ethynylbenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-ethynylbenzenesulfonamide

There total 3 articles about 3-ethynylbenzenesulfonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

3-[(trimethylsilyl)ethynyl]benzenesulfonamide (1033586-48-9) → 3-ethynylbenzenesulfonamide (1310456-99-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1002/chem.201002437

Reference yield:

3-bromobenzenesulfonamide (89599-01-9) → 3-ethynylbenzenesulfonamide (1310456-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine / N,N-dimethyl-formamide / 6 h / 80 °C

2: potassium carbonate; methanol / tetrahydrofuran / 12 h / 20 °C / Cooling with ice

With methanol; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

→ 3-ethynylbenzenesulfonamide (1310456-99-5)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; methanol; at 20 ℃; for 2h;

upstream raw materials:

3-[(trimethylsilyl)ethynyl]benzenesulfonamide

3-bromobenzenesulfonamide

Downstream raw materials:

3-[3-(5-{[(5-fluoropyridin-2-yl)oxy]methyl}-1-methyl-1H-pyrazol-4-yl)-1,2-oxazol-5-yl]benzenesulfonamide

Refernces

• 1、 -. "NOVEL CONDENSED PYRAZOLE DERIVATIVE AND MEDICAL USES THEREOF". Paragraph 0299; 0300; 0303; 0304. . Retrieved 2016/10/10.
• 2、 Wischeler, Johannes Schulze,Sun, Dong,Sandner, Nicola U.,Linne, Uwe,Heine, Andreas,Koert, Ulrich,Klebe, Gerhard. "Stereo- and regioselective azide/alkyne cycloadditions in carbonic anhydrase II via tethering, monitored by crystallography and mass spectrometry". experimental part. p. 5842 - 5851. Retrieved 2011/06/21.